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Our top choices for Dorset vacation homes
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
Enjoy this authentic and cozy VT Barn with Brand New Hot TubLondonderry
8.0 out of 10, Very Good, (1)
"I was "sold" & excited when I saw the pictures online bc the barn looked really neat. Although the barn was a neat concept, the pictures ARE NOT accurate, it is not as updated as pictured & it was VERY DISAPPOINTING. I now understand the non-refundable policy bc what you see online is definitely NOT what you walked into when you opened the door & they don't want to have to give people their back. Although we had fun, the accommodations were VERY misleading & disappointing. "
Christine M.
$439 nightly
The price is $496
Dec 25 - Dec 26
Total with taxes and fees
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to LiftsStratton
7.8 out of 10, Good, (52)
"Location was great, pool, hot tubs and sauna were great"
Lin M.
$378 nightly
The price is $427
Jan 14 - Jan 15, 2026
Total with taxes and fees
Bear Pass - Mountain View 4 Bedroom Home by RedAwning
Bear Pass - Mountain View 4 Bedroom Home by RedAwningArlington
8.0 out of 10, Very Good, (1)
"Cozy cottage. Very clean and everything you need is there. Nice kitchen and fireplace. Lots of room and 3 bathrooms as well. Reasonably close to the ski mountains. "
Manish
$616 nightly
The price is $679
Jan 6 - Jan 7, 2026
Total with taxes and fees
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible viewsshushan
9.6 out of 10, Exceptional, (20)
"Lovely home. Very pet friendly. "
Kimberly D.
$337 nightly
The price is $374
Dec 28 - Dec 29
Total with taxes and fees
Bear Pass - Mountain View by RedAwning
Bear Pass - Mountain View by RedAwningSunderland
9.6 out of 10, Exceptional, (5)
"We loved our stay at Bear Pass! The kitchen was more than adequately stocked. The hous was great for our extended family and our 3 dogs"
Megan G.
$605 nightly
The price is $678
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson GoreMt Holly
9.8 out of 10, Exceptional, (36)
"Wonderful cabin, well stocked, host was attentive and quick to address any questions."
Eyal O.
$594 nightly
The price is $665
Jan 11 - Jan 12, 2026
Total with taxes and fees
Ski in Ski out Condo! Pool access
Ski in Ski out Condo! Pool accessStratton
9.0 out of 10, Wonderful, (4)
"Great location with plenty of space for the whole family. Highly recommend!"
Joseph S.
$553 nightly
The price is $625
Jan 12 - Jan 13, 2026
Total with taxes and fees
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski ShuttleLudlow
9.8 out of 10, Exceptional, (104)
"A lovely time enjoying the off-season in a ski town. "
Ed C.
$467 nightly
The price is $510
Jan 13 - Jan 14, 2026
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dorset Hotel Reviews
Aspen At Manchester
10/10 Excellent
Find out more about Dorset
Dorset Vacation Homes information
Number of reviews | 403 |
|---|---|
Accommodation | 623 Vacation Homes |
Lowest Price | $374 |
Highest Price | $2,580 |
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